Layered materials by molecular design

Structural enforcement by hydrogen bonding in guanidinium alkane-and arenesulfonates

Victoria A. Russell, Margaret C. Etter, Michael Ward

Research output: Contribution to journalArticle

Abstract

Single crystal X-ray structures of a series of guanidinium alkane- and arenesulfonates C(NH2)3+RSO3- (R = (CH2)xCH3 (x = 0-3), (1S)-(+)-10-camphor, benzene, 1-naphthalene, and 2-naphthalene) reveal self-assembly of the ions into unique two-dimensional hydrogen-bonded sheets directed by hydrogen bonds between the six guanidinium protons and the six lone electron pairs of the sulfonate oxygen atoms. The sheets assemble in the third dimension as either single layers or bilayers with interpenetrating R groups, depending upon the steric requirements of the R groups. The observed solid-state motifs demonstrate that guanidinium sulfonates represent a novel class of crystalline solids for the molecular-level design and synthesis of new electronic materials.

Original languageEnglish (US)
Pages (from-to)1941-1952
Number of pages12
JournalJournal of the American Chemical Society
Volume116
Issue number5
StatePublished - Mar 9 1994

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Alkanes
Guanidine
Hydrogen Bonding
Naphthalene
Paraffins
Hydrogen bonds
Camphor
Hydrogen
Self assembly
Benzene
Protons
Single crystals
Crystalline materials
X rays
Atoms
Oxygen
Electrons
Ions
X-Rays
naphthalene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Layered materials by molecular design : Structural enforcement by hydrogen bonding in guanidinium alkane-and arenesulfonates. / Russell, Victoria A.; Etter, Margaret C.; Ward, Michael.

In: Journal of the American Chemical Society, Vol. 116, No. 5, 09.03.1994, p. 1941-1952.

Research output: Contribution to journalArticle

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